Bicycling the Best of Southern Tuscany Plus! Florence

Overview

Bicycle Tours in Italy: Bicycling the Best of Southern Tuscany Plus! Florence

OVERVIEW

Bicycle through the heart of Tuscany on a tour that begins in Cortona made famous by Frances Mayes in her book, "Under the Tuscan Sun." From Cortona you pedal to the beautiful Val d'Orcia recognized by UNESCO as a "World Heritage Landscape" for its unique blend of human and natural environments. Over the course of twelve days you'll visit Pienza, Siena, San Gimignano and Radda in Chianti on your way to Florence. Prepare to explore the picture postcard landscape of Tuscany, one of the most beautiful regions in Italy.

***If this sounds great but you prefer a shorter tour check out our Bicycling the Best of Southern Tuscany tour.***

HIGHLIGHTS

Siena, Cortona, Montalcino, Chianti wine region, UNESCO World Heritage Landscapes in Val d'Orcia, San Gimignano

TOUR FACTS

Classic: Learn more about our Classic tours at https://www.experienceplus.com/tours/bike-tour- Tour Style styles/classic-tours 12 days, 11 nights' accommodation; all breakfasts, 7 dinners with wine; 2 wine tasting; guided tour Includes of Siena; shuttle to Florence train station; and the usual (see below). Countries Italy Begin/End Cortona / Shuttle to Florence S.M. Novella Train Station Arrive/Depart Rome Fiumicino Airport (FCO) or Florence Airport (FLR) / Florence Total Distance 545-613km (336-378 miles) Avg. Daily Distance 68km (42 miles) per riding day Tour Level We work hard to maintain consistency across all of our tours, but some trips have unique Keep in Mind differences. Here are some things to keep in mind about this tour. This tour is our most popular cycling tour of Tuscany. Book early to guarantee your spot.

Please Note: We may have small itinerary changes to this trip after you download this PDF document. If you have booked this trip and there are major changes, including changes to towns or activities, we'll email you directly. However, you should always be sure to refer to the online itinerary for the most up-to-date trip information including arrival and departure tips before you depart for your trip: https://www.experienceplus.com/guided-bike-tours/italy/southern-tuscany-bike-tour-plus-florence

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Bicycle Tours in Italy: Bicycling the Best of Southern Tuscany Plus! Florence

DATES & PRICES

Dates Price Single Supplement* *We are happy to match solo travelers who would like to share a room with someone of the same gender. If no match exists, due to hotel pricing, we will charge 50% of the single supplement rate. This fee will be collected at the time of the final payment. If a DAILY RIDE SUMMARY roommate assignment is available this fee will be refunded at the conclusion of the tour. Day Distance/Gain Terrain Day Level Notes

1 Test ride

2 75km / 1127m (47mi / 3697ft) Very hilly

3 59km / 1026m (37mi / 3365ft) Very hilly

4 55km / 859m (34mi / 2818ft) Rolling hills

5 79km / 1426m (49mi / 4677ft) Very hilly

6 57km / 941m (36mi / 3086ft) Rolling hills

7 48km / 896m (30mi / 2939ft) Hilly

8 68km / 1104m (42mi / 3621ft) Very hilly

9 62km / 1306m (39mi / 4284ft) Hilly Today's ride is an optional loop ride

10 49km / 842m (31mi / 2762ft) Hilly

11 44km / 1015m (28mi / 3329ft) Very hilly Today's ride is an optional loop ride

12 Last day

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Bicycle Tours in Italy: Bicycling the Best of Southern Tuscany Plus! Florence

ARRIVAL INFO

Meeting time 2 p.m. - on Day 1, meet your fellow cyclists and Tour Leaders at the Day 1 Hotel specified on the itinerary.

Note:

As you are planning, remember that the hotels listed in our itineraries are our primary hotels and are - in rare cases - subject to change. Before you make arrangements, check with us if your tour departure is guaranteed. If your tour departure is out further than 6 months, please also check with us as there might be slight changes to the itinerary.

The below information will help you plan your arrival. For more tips or other routes, you might likeRome2Rio . The fare and timing information listed below is approximate.

The closest airports are Florence (FLR) and Pisa (PSA). Rome (FCO) is a 2-3-hour train ride away.

Flying into Florence and continuing to Cortona:

1. Vola in Bus shuttle to the Firenze S.M. Novella train station (20 min/EUR 6) or taxi to the train station (15-20 min/fixed rates EUR 20 (weekdays), EUR 23 (weekend), luggage EUR 1/piece) 2. Train to Camucia-Cortona (1.5 hours/fares vary) 3. Taxi from Cortona train station to Day 1 Hotel (5 min/EUR 15)

Look up Italian train schedules at Trenitalia.comor Trainline.eu. Questions? See our information on taking trains in Europe here or ask us.

DEPARTURE INFO

Your trip ends on the final day with a complimentary shuttle drop-off at the Florence Santa Maria Novella Train station, arriving at around 11:00 a.m. (takes about 1.5 hours). Your spot on the shuttle is already reserved.

The below information will help you plan your departure. For more tips or other routes, you might like Rome2Rio.

Flying out of Florence:

Vola in Bus shuttle from the S.M.N. Florence train station to the Florence Airport (20 min/EUR 6) or taxi (15-20 min/fixed rates EUR 20 (weekdays), EUR 23 (weekend), luggage EUR 1/piece)

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Bicycle Tours in Italy: Bicycling the Best of Southern Tuscany Plus! Florence

Arrive today in Cortona DAY 1

Highlights Ancient Etruscan city of Cortona, Etruscan Museum, setting for Frances Meals Dinner Mayes book "Under the Tuscan Sun" Lodging Hotel San Michele Hotel Villa Marsili You are in the spectacular hill town of Cortona today looking over the Chiana River valley (the "Val di Chiana"). Cortona offers the perfect introduction to Tuscany since its founding as an Etruscan town dates to 600 BC. Today Cortona retains the look and character of a Medieval city. Come a day early to see the newly restored Etruscan Museum or the Diocesan Museum with its Fra Angelico paintings. We'll fit bikes and do a test ride late this afternoon before going to dinner together.

Bicycle from Cortona to San Casciano dei Bagni DAY 2

Highlights Views across the Val di Chiana, Lake Trasimeno, and the spa town of San Distance 75 km (47 mi) Casciano dei Bagni Gain 1127 m (3697 ft)

You'll pedal south today across the Chiana Valley to the spa town of San Casciano dei Terrain Very Hilly Bagni. San Casciano sits on the slopes of Monte Cetona, the northernmost of a series Level of extinct volcanoes in central Italy. Enjoy views looking back on your route from Meals Breakfast, Dinner Cortona across the Val di Chiana. Enjoy a dip on the thermal pool overlooking the Lodging Hotel Fonteverde valley before dinner together.

Bicycle the Orcia Valley - "Val d'Orcia" to San Quirico DAY 3

Highlights Pienza and the Val d'Orcia, Tuscany Distance 59 km (37 mi) Gain 1026 m (3365 ft) You'll ride through Radicofani today dominated by its 11th century castle and continue through the Orcia Valley to Pienza, home of Pope Pius II. Pope Pius turned Terrain Very Hilly this tiny village into a showpiece of Renaissance town planning in the 16th century. Level Our hotel tonight is just inside the city walls. Take a walk around Pienza and sample Meals Breakfast, Dinner the local wines and cheeses (we highly recommend the Pecorino that is wrapped in Lodging Residence Casanova chestnut leaves and aged under a bed of ashes allowing for uniform drying and aging). Relais Palazzo del Capitano

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Bicycle Tours in Italy: Bicycling the Best of Southern Tuscany Plus! Florence

Cycle San Quirico to Montepulciano and the Val d'Orcia. DAY 4

Highlights Wine village of Montepulciano, Bagno Vignoni thermal springs and San Distance 55 km (34 mi) Quirico d'Orcia Gain 859 m (2818 ft)

Your loop ride today takes you through the wine village of Montepulciano and into the Terrain Rolling hills heart of the Orcia Valley. This valley is unique in Tuscany. Composed of poor clay soils Level the rounded hills change color with the seasons from bright greens and reds in spring Meals Breakfast, Dinner to soft gold in summer and deep gray when the fields are ploughed in late fall. The Lodging Residence Casanova margins of the valley are lined with volcanic plateaus allowing for better soils to Relais Palazzo del cultivate grapes and olives. Cycle through the tiny Medieval spa of Bagno Vignoni and Capitano on to San Quirico d'Orcia.

Bicycle from San Quirico to the wine town of Montalcino DAY 5

Highlights Brunello di Montalcino, optional loop to the Abbey of San'Antimo Distance 79 km (49 mi) Gain 1426 m (4677 ft) This morning starts with a ride on the ridgeline of the bare clay hills north of San Quirico. Cypress trees mark the entrances to isolated Tuscan farms on distant hills. Terrain Very Hilly The quaint village square in Trequanda is an excellent mid-morning cappuccino stop. Level As you continue down the Asso River Valley, you leave the clay hills and ride through Meals Breakfast vineyards as you make our way to the Etruscan village and wine town of Montalcino. Lodging Hotel dei Capitani This fortified town sheltered summering Sienese nobles during the 16th century, but today is more famous for producing one of Italy's premier red wines, Brunello di Montalcino. Call it a day and head to the hotel or take an extra ride to the famous Abbey of Sant'Antimo. We have a special aperitif planned this evening.

Bicycle from Montalcino to Siena DAY 6

Highlights Monte Oliveto Maggiore, the "Crete Senesi," Siena Distance 57 km (36 mi) Gain 941 m (3086 ft) The full beauty of the Tuscan landscape with the lush green fields and forests of the Orcia Valley and the barren clay hills of Central Tuscany unfold before us today as you Terrain Rolling hills leave Montalcino and pedal to Siena. You'll pass by the historic monastery of Monte Level Oliveto Maggiore and spin along the eroded chalk hills of the Crete Senesi. Siena Meals Breakfast remains Italy's best-preserved medieval city and rivaled Florence for dominance over Lodging Hotel Santa Caterina Tuscany during the 1300s. You'll be transported back in time as soon as you enter the city walls. We'll take a guided tour of the city later this afternoon and learn about the Palio, the horse race that takes place twice a year in the main square.

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Bicycle Tours in Italy: Bicycling the Best of Southern Tuscany Plus! Florence

Rest day in Siena DAY 7

Highlights Siena, alternative ride to Castello de Brolio Distance 48 km (30 mi) Gain 896 m (2939 ft) You have the option today to take a rest from the bike and enjoy some sightseeing in Siena or join us on a loop ride into the Chianti hills. Not far from Siena is the famous Terrain Hilly Castle of Brolio or, "il Castello di Brolio." Brolio is the estate where the blend of wines Level that today make up Chianti was invented. This famous Tuscan wine is a blend of 70% Meals Breakfast, Dinner Sangiovese, 20% Canaiolo and 10% Malvasia or Trebbiano wines. We'll be back to Lodging Hotel Santa Caterina Siena in time for you to enjoy gelato or an aperitivo on your own in Piazza del Campo, before dinner together.

Bicycle from Siena to the famous medieval town of San DAY 8 Gimignano Highlights San Gimignano, the town of towers Distance 68 km (42 mi) Gain 1104 m (3621 ft) Your bike ride today takes you into the heart of Tuscany. You will pedal past vineyards, 17th century villas, and small towns on our way to San Gimignano, one of the best- Terrain Very Hilly preserved medieval villages in Italy and designated a UNESCO World Heritage Site. Level San Gimignano is famous for its many towers, remnants of the 13th and 14th Meals Breakfast, Dinner centuries (there was once more than 100 in the village). We'll have dinner tonight at Lodging Hotel Leon Bianco one of our favorite restaurants.

Loop ride to Volterra DAY 9

Highlights Bicycling to Etruscan town of Volterra Distance 62 km (39 mi) Gain 1306 m (4284 ft) You'll be San Gimignano again tonight and we've planned a loop ride to Volterra, one of most important Etruscan towns in Italy. Those who wish can continue pedaling to Terrain Hilly explore the rugged hills of southern Tuscany while the rest of us go to Volterra for Level some sightseeing. Ancient history fans will want to visit the Etruscan museum and Meals Breakfast both the Etruscan and Roman ruins on your own this afternoon. Lodging Hotel Leon Bianco

Bicycle Tours in Italy: Bicycling the Best of Southern Tuscany Plus! Florence

Bicycle from San Gimignano to Radda in Chianti DAY 10

Highlights Castellina in Chianti, wine tasting, the Chianti wine region Distance 49 km (31 mi) Gain 842 m (2762 ft) Your ride today takes you into the heart of Tuscany's famous Chianti region. You'll be in Radda in Chianti this evening and on the way there we will stop for a stroll in Terrain Hilly Castellina in Chianti. Radda is a gem of a small town and historically it was an Level important junction for traveler's heading north and south from Florence to Siena. We'll Meals Breakfast enjoy a wine tasting together. Lodging Palazzo Leopoldo

Loop ride in the Chianti Wine Region DAY 11

Highlights Gaiole, the Chianti Hills, Radda in Chianti Distance 44 km (28 mi) Gain 1015 m (3329 ft) Your last day of cycling in the Chianti hills is a loop packed with enchanting sights. Every turn rewards you with stunning vistas over immaculate Chianti vineyards, olive Terrain Very Hilly groves, and dense forests. It's a short ride so take your time and explore the Level picturesque little villages and hamlets like Gaiole, Vertine, and Lecchi. Experience Meals Breakfast, Dinner medieval life at the Spaltenna Castle and the Coltibuono Abbey. Or simply take it easy Lodging Palazzo Leopoldo discovering every nook and cranny of charming Radda in Chianti. We’ll enjoy a celebratory dinner together this evening.

We'll transfer you to the train station in Florence DAY 12

Highlights Florence Meals Breakfast

After breakfast we'll shuttle you to Florence's S.M. Novella train station in the center of town (arrival by around 11 a.m.), and from there you can take a taxi or use public transportation to continue your exploration of Italy. First on the list should be a visit Michelangelo's David at the Accademia, Botticelli's Birth of Venus and the other masterpieces of the Uffizi Gallery. Make sure to book your museum visits in advance.

INCLUDED

WHAT'S INCLUDED You'll receive a highlighted route map each day or a briefing with the GPS tracks. On Classic, Bike and Boat, When you book a tour with ExperiencePlus! our goal is to Spotlight and Expedition tours we also navigate using our ensure your only focus each day is to hop on your bike and signature chalk dust arrows. Our arrows make navigating explore scenic cycling routes in new destinations. very easy—you may never need to look at the map. On Inclusions may differ depending on which tour style you Explorer tours the terrain and destinations are not always pick but all ExperiencePlus! tours include the three most conducive to using chalk arrows so we'll ride as a group or important aspects of a guided bike tour. you can navigate on your own with the GPS tracks. Superb tour leaders who are fun and multilingual, bi- Before each tour we offer the opportunity to download GPS cultural experts, and cycling enthusiasts. They will tracks of most tour routes to your personal GPS device or support you and help you navigate confidently on and off smartphone using RideWithGPS.com. We do not provide the road. GPS tracks for tours in South America. High quality bikes selected for the terrain you are cycling on and correct bike fitting to ensure comfortable cycling. On tour you will have a support van providing water and More details on our bikes page. snack resupply, mechanical assistance, a lift for tired cyclists, and luggage transfers. On some itineraries the van Thoughtfully designed itineraries and routes that take will not be able to follow sections of the route that stray advantage of stunning cycling destinations and the from the road for example onto cycling paths. freedom of bicycle travel. Need More Miles? On many days it is possible to add miles PRE-TRIP SUPPORT to the day, just talk to your tour leader about your options. Bicycle training programs designed specifically for your Need Fewer Miles? If you aren't sure about your abilities or tour and fitness level. how much you want to ride remember the support van is available to offer snacks, encouragement, a lift over the Planning tips on what to pack, hotel recommendations next hill, or to the next hotel. You are on vacation and we're and other helpful details from our Travel Planning here to help make it perfect for you. Pages. A gift of your choice (cycling jerseys, socks, or a t-shirt) TIPPING YOUR TOUR LEADER TEAM: as our way of saying thanks for choosing ExperiencePlus! If you feel your tour leader team has demonstrated great *Traveler services including assistance booking extra expertise and service, common practice within the travel nights at the tour starting and ending hotels. (*Not industry is to tip. Tipping is voluntary and greatly included on Explorer Tours.) appreciated, and gratuity amounts vary widely. Should you decide to leave a tip, as a guideline, we suggest 5% of the ON TOUR tour cost per traveler – this is for the entire tour leader team, not each tour leader. You can give the tip to any See "What's Included" on your tour Itinerary for tour- member of the tour leader team, as they share it evenly. In specific inclusions. order to avoid social tensions, we encourage you to tip as individuals and not as a group. If you feel your tour leaders BICYCLES did not quite meet your expectations, please let us know. For a full list of what's included with your bike see Our *Tips are included in Expedition pricing. Bikes page. If you would like to bring your own pedals and PHOTOS: shoes we recommend doing so. On Explorer tours we include a GPS device on all bikes. We ask that you bring By reserving space on tour, you agree that ExperiencePlus! your own helmet to ensure the best fit. Please ask if you may use, re-use and reproduce any images, photos or would like us to provide you with a gently used helmet and videos sent to us, or taken by our guides or travelers free of we will do so. charge and without your right to inspection. If you do not want us to use any images of you on tour, you must inform NAVIGATING, DAYSHEETS AND VAN SUPPORT: your tour leader in writing at the start of the tour. Each day you'll receive a daily briefing with a highlighted route map and daysheet (print or digital) that includes information on the day's activities, meals and ride. Daily information also includes Tour Leader phone numbers, hotel information and interesting historical and cultural information.

STYLES

OUR TOUR STYLES Spotlight Tours: Multi-nights stays, loop rides, choose from a selection of activities or enjoy hotel amenities during your We realize that one size does not fit all and there are as free time. many ways to travel by bike as there are different types of cyclists and travelers. No matter what you are looking for in Tour Length: 6-7 days a cycling vacation, we have a tour with just the right pace Hotels: 3-5 stars, typically 3-nights spent in one hotel for you. and 2-nights in the other. Classic Tours: Dream of traveling through a region by bike? Road Type: Pavement then our Classic style bike tours are for you! Our unique chalk arrows lead the way as you explore small villages and Multi-night Stays: Min 2 night stays world-class cities while traveling at your own pace. Navigation: Chalk Arrows Tour Length: 7-15 days Price: $$$ Hotels: 3-4 stars, most itineraries include at least one Tour Levels: 1-4 two-night stay at the same hotel. Bike and Boat Tours: Spend days cycling and your Road Type: Pavement, bike paths. evenings relaxing on a private boat as you cruise to your Multi-night Stays: Occasionally next port. Navigation: Chalk Arrows Tour Length: 7-8 days, some itineraries have land-based Price: $$$ extensions available. Tour Levels: 1-4.5 Barge/Boat: 3-4 star, same cabin for the entire boat trip. Road Type: Pavement Explorer Tours: Travel further off the beaten path - we let the destination dictate where we ride, not the road surface. Navigation: Chalk Arrows Price: $$$ Tour Length: 7-8 days Tour Levels: 1-4 Hotels: 2-3 stars, occasional multi-night stays at the same hotel. Expedition Tours: Multi-week tours where you spend long Road Type: 30-50% gravel or hard-packed dirt, the rest days on the bike with the added satisfaction of pedaling pavement. across multiple countries. Multi-night Stays: Occasionally Tour Length: 15-40 days Navigation: Group riding and GPS Hotels: 2-4 stars, typically there is a 2-night hotel stay Price: $$ every 5-7 days. Tour Levels: 1-4 Road Type: Pavement with occasional hard-packed dirt or gravel. Multi-night Stays: On rest days Navigation: Chalk Arrows Price: $$$ Tour Levels: 4-5

LEVELS

We know that travelers have different cycling abilities and LEVEL 4 - 4.5 preferences for the number of miles, elevation gain, and Level 4 - 4.5 days are the best riding days for avid cyclists type of terrain they want on a bicycle tour. We have rated or very active individuals who are excited to challenge each day of our tours on a scale of 1-5. Our Tour Level's themselves on a bike. are an average of the day rating on tour. We recommend looking at the daily summary on the PDF and Website Average daily mileage: 70-90km (45-55 miles) Be sure Itinerary to see details about each day's ride. to check the day by day itinerary description for the tour you are considering for specific mileages. LEVEL 1 - 1.5 Gain: 900-1000m (2800-3600 ft) Level 1 - 1.5 days will be mostly flat and the distance will rarely exceed 50 km. Level 1 - 1.5 tours are suitable for Terrain: Presents multiple steep climbs (6% to 8% beginner cyclists, those traveling by bicycle for the first grades), 1 to 3km long. Alternatively, 4 – 6% grades for time, or multi-generational groups with a desire for a nice 6 kilometers or more. and easy bike tour with plenty of opportunities to stop and enjoy the scenery. LEVEL 5 (EXPEDITIONPLUS!) Average daily mileage: 20 - 50 km. (12-30 miles) Be Our ExpeditionPlus! tours designed for strong riders looking sure to check the day by day itinerary description for the for the challenge of riding across countries or continents. tour you are considering for specific mileages. Long daily mileages mean limited van support so we recommend these tours for riders who feel confident that Gain: 0-400 M (0-1200 ft) they can ride every mile. Terrain: Mostly flat with occasional gentle climbs at a Average daily mileage: 120 km (75 miles). Be sure to grade of less than 3%, that are sustained for a maximum check the day by day itinerary description for the tour of 3km. There might be a steeper but short climb. you are considering for specific mileages. LEVEL 2 - 2.5 Gain: 500-2000 m (1600- 6500 ft) Level 2 - 2.5 days are ideal for riders newer to bicycle Terrain: Expect and be prepared for any and everything. touring looking for a bit of a challenge. REMEMBER Average daily mileage: 30-60 km (18 - 38 miles). Be sure to check the day by day itinerary description for the A tour level is the average of the days so we recommend tour you are considering for specific mileages. you look at the day level on each day of the itinerary to help you better understand what to expect from your tour. Gain: 400 - 600 m (1200 - 2000 ft) Terrain: Mostly rolling terrain around 3%. Presents multiple 3% to 4% climbs. May present an occasional steeper climb.

LEVEL 3 - 3.5 Level 3 - 3.5 days are great for active individuals (who run, bike, swim etc. on a regular basis). Average daily mileage: 50-70km (30-45 miles). Be sure to check the day by day itinerary description for the tour you are considering for specific mileages. Gain: 600 - 900m (2000 - 2800 ft) Terrain: Multiple Climbs with grades of 4 - 6%.

CHECKLIST

TO DO ONCE YOU'VE BOOKED! Read through your Reservation Confirmation (link sent to you by e-mail), it has important information to help you plan your trip! Check the date on your passport. The expiration date should extend three months past your date of return to your home country. Complete the Customer Information Form: https://www.experienceplus.com/blog/travel-planning/customer-information-form/ We recommend you take out travel insurance. Find details at https://www.experienceplus.com/blog/travel-planning/travel-insurance/ Choose a bicycle training program: https://www.experienceplus.com/blog/travel-planning/bicycle-tour-training/ Peruse our country-specific Travel Planning Pages: https://www.experienceplus.com/blog/travel-planning/

6 TO 3 MONTHS PRIOR TO TOUR START DATE Review the arrival and departure information under the "Travel Information" tab to see meeting place and time, if a reservation on a complimentary ExperiencePlus! Shuttle (if applicable) is required, and other important information to help you plan your arrival and departure. Reserve your flights after you know you have a confirmed tour departure. Please check with our office if you do not know if your trip is confirmed. Book your pre and post-tour hotel nights. Begin your chosen training program Final payment is due 90 days (120 days for Bike & Barge/Boat tours) prior to the tour start. Please refer to your Deposit Payment Invoice and the Final Payment Reminder e-mail you have received for detailed instructions.

6 TO 2 WEEKS PRIOR TO TOUR START DATE Start reading one of the books or watching one of the movies from our Reading and Movie Lists: https://www.experienceplus.com/blog/travel-planning/. Plan what you are going to pack and start packing! Refer to the Packing Lists on our website at https://www.experienceplus.com/blog/travel-planning/packing/ We'll email your Hotel Itinerary, the Participant Roster, names and contact information of your Tour Leaders and other important departure information about 2 weeks prior to your tour start date.

DAY OF YOUR FLIGHT Get as much sleep on the plane as you can. Pack one day of cycling gear in your carry-on just in case. See you soon!